Highland Lakes
Homes for Sale in Leesburg, FL

Highland Lakes is a small, mid-1990s community in Leesburg where nearly 80% of homes are homesteaded — a sign of an owner-occupied core rather than an investor-heavy block.

Stellar MLS sales records identify 698 homes in Highland Lakes that have changed hands since 2004, built between 1990 and 2005 (median 1994), with a median living area of about 1,625 sq ft and a typical 3-bedroom, 2-bath layout; 89% are single-family homes. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.

County records show 5 qualified sales in Highland Lakes across 2024–2025 (2 in 2024, 3 in 2025), median $237,000 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.

Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.

Highland Lakes is too small for its own price trend, so here is the market around it.

In ZIP 34748, 583 homes are on the market and 18% are under contract — a slower corner of Leesburg.

Across Lake County, 3,179 homes are active and 1,077 pending (25% under contract).

In ZIP 34748 (Leesburg), 1,072 homes closed in the last 12 months at a median of $290K ($161/sq ft), down 2.6% year over year, with a median 70 days on market. Right now 240 active and 63 pending listings put supply at about 5.0 months — a buyer's market. See the live ZIP 34748 housing market and the Lake County market.

ZIP and county figures describe the wider market, not Highland Lakes specifically. Momentum Research analysis of MLS records.

With all 64 homes built between 1993 and 1997 and a median living area around 1,400 square feet, the housing here is remarkably consistent. That works in a buyer's favor for comparison: you are largely weighing updates and upkeep, not radically different sizes or eras. It also means the systems — roofs, HVAC, water heaters — are of a generation where deferred maintenance shows up quickly, so an inspection matters more than usual.

A homestead share near 80% tells you this is a settled, owner-occupied enclave rather than a rental churn. That tends to correlate with steadier upkeep across the street, but it also means listings are infrequent. When one comes up in good condition, it does not sit long.

In a 64-home community with only a handful of recent closings, comps are scarce and every detail counts. We read condition against the mid-1990s baseline, flag the systems most likely to need attention, and price to what the thin recent data actually supports — not to wishful thinking. Whether you are listing or waiting for the right unit, we help you move on facts, not noise.

Listings in this community report association dues of about $135 per month ($1,620 a year) — the median AssociationFee across 59 MLS records, normalised to a monthly figure; most are billed monthly. Dues change with budgets and can differ by section or product type; confirm the current figure with the association before you offer. Source: MLS listing records, 2026-09.

Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.